Pass application

Hi, I just joined expat.com as I thought I would find someone to answer me here.

I'm from the Philippines looking for a job here in SG. I have already used up my 30 days visa that I am allowed as a visitor and have exited to Malaysia which allowed me for another 30 days here in SG. Since it is already 21st of July, my remaining social visit days is 20 days left.
Now, an employer I had an interview yesterday showed interest in hiring me since they told me they will check with MOM if I am for E Pass. I have informed him I did self assessment and passed with S Pass with 2600sgd for salary. (BTW I am a university graduate with 3 years of working experience, 2 of which are banking experience). (Also the employer is a start up small company and I applied for Admin position)
Now, I also have an interview on Monday which also has quota for foreigners. And not only I have a good idea that I'll be hired but also they are offered me way higher and better benefits than my interview yesterday. The conflict is that the first who interviewed me told me that they will give me an update re MOM not until Wednesday.
I will make sure to inform my Monday interview about this situation. And also I have questions such as:
1. Is okay for both of them to apply for an s pass application? Or should we wait until wed for the result from the first employer?
2. If they both applied, is there a chance that I will get rejected because I have 2 applications from diff employers? Im worried that if I let the first employer know that Id be cancelling on them and whilst the application for the 2nd employer get rejected I'll be left with nothing.
3. I was told that it usually takes 7 days from MOM to get a FIN #. I was told by a friend that If ever on Wednesday I get a Fin # that's the time that the employer should apply me for s pass and I should be scheduled for medical and meeting with MOM for the next 2 weeks. Based on my reading on the threads here for way back years 2013, it took them 3weeks to 1.5 month to get s pass approved. I only have 20 days starting today so Im worried. I understand I need to leave SG again but I can no longer afford an exit plus my friend said it is very risky for us filipinos for a 2nd exit bec now Immigration will totall question us and 50% chance we will be rejected of entry here again. But other instance, just like my friend a filipino as well. She got FIN, IPA and S pass in a span of 2 weeks! And this happened last year.

Reading posts here made me anxious of my situation but I wanted help and to be clarified of things as well, so if anybody here can calm me down or can suggest the best thing I can do or best decision to make will be much appreciated. Sorry for the story/long post I just wanted to be understood.